SYNTHESIS OF HIGHLY FUNCTIONALIZED BIOLOGICALLY ACTIVE TETRACYCLIC DITERPENOIDS FROM ENT-KAUR-16-EN-19-OIC ACID UNDER MODIFIED PRÉVOST-WOODWARD REACTION CONDITIONS
| dc.contributor.author | Morărescu, Olga | |
| dc.contributor.author | Grinco, Marina | |
| dc.contributor.author | Kulcițki, Veaceslav | |
| dc.contributor.author | Barba, Alic | |
| dc.contributor.author | Garbuz, Olga | |
| dc.contributor.author | Gulea, Aurelian | |
| dc.contributor.author | Ungur, Nikon | |
| dc.date.accessioned | 2023-10-20T14:01:09Z | |
| dc.date.available | 2023-10-20T14:01:09Z | |
| dc.date.issued | 2021 | |
| dc.description.abstract | A procedure has been developed for the synthesis of highly functionalized tetracyclic diterpenoids from natural ent-kaur-16-en-19-oic acid under modified Prévost–Woodward reaction conditions. The reaction follows an unusual pathway which leads mainly to bromination or rearrangement products. The transformation of ent-kaur-16-en-19-oic acid afforded a mixture of (16ZE)-17-bromo-ent-kaur-16-en-19-oic, (15R,16E)-17-bromo-15-acetoxy-ent-kaur-16-en-19-oic, (16S)-17-bromo-16-acetoxy-ent-kaur-19-oic, (15S)-15-acetoxy-ent-kaur-16-en-19-oic, and (15S)-15-hydroxy-ent-kaur-16-en-19-oic acids, the latter two being reported previously. The newly synthesized compounds were evaluated for their cytotoxicity against two cancer cell lines, HeLa and BxPC-3. | en |
| dc.description.sponsorship | This study was performed under financial support by the National Research and Development Agency (ANCD) of the Moldova Republic [project nos. 20.80009.8007.03(O.M., M.G., V.K., N.U.), 20.80009.5007.10 (O.G., A.G.), 20.80009.5007.27 (A.B.)]. | en |
| dc.identifier.citation | MORĂRESCU, Olga, GRINCO, Marina, KULCIŢKI, Veaceslav, BARBA, Alic, GARBUZ, Olga, GULEA, Aurelian, UNGUR, Nikon. Synthesis of Highly Functionalized Biologically Active Tetracyclic Diterpenoids from ent-Kaur-16-en-19-oic Acid under Modified Prévost-Woodward Reaction Conditions. În: Russian Journal of Organic Chemistry, 2021, nr. 12(57), pp. 1931-1939. ISSN 1070-4280 | en |
| dc.identifier.issn | 1070-4280 | |
| dc.identifier.uri | https://msuir.usm.md/handle/123456789/11412 | |
| dc.identifier.uri | https://doi.org/10.1134/S1070428021120058 | |
| dc.language.iso | en | en |
| dc.subject | ent-kaur-16-en-19-oic acid | en |
| dc.subject | diterpenoid | en |
| dc.subject | Prévost–Woodward reaction | en |
| dc.title | SYNTHESIS OF HIGHLY FUNCTIONALIZED BIOLOGICALLY ACTIVE TETRACYCLIC DITERPENOIDS FROM ENT-KAUR-16-EN-19-OIC ACID UNDER MODIFIED PRÉVOST-WOODWARD REACTION CONDITIONS | en |
| dc.type | Article | en |